| 100% | URBAN | 5 | ___ Dictionary, website that crowdsources meanings of slangs and phrases |
| 40% | DRUNK | 5 | Meaning of the slang words "turnt" and "lit" |
| 35% | SPY | 3 | Word ___, online dictionary that tracks new words and popular phrases |
| 35% | LITTLERED | 9 | Phrase that can precede the starts of 17-, 25-, 40- and 50-Across |
| 35% | BREWER | 6 | Ebenezer Cobham —, compiler of an 1870 Dictionary of Phrase and Fable |
| 33% | HARD | 4 | ___-boiled, phrase meaning "tough and cynical" that was first used by Mark Twain |
| 33% | NECK | 4 | Word used on both sides of "and" to make a common phrase meaning "a close contest," that has its origins in horse racing |
| 32% | BED | 3 | "Love is not a ___ of roses," phrase that describes the ups and downs of love |
| 32% | HELLO | 5 | Meaning of "Ciao" and "Bonjour" |
| 31% | SATURDAYNIGHT | 13 | Popular date time ... or a phrase that can precede the starts of 20-, 33- and 40-Across |
| 31% | FLIPFLOPPING | 12 | Switching positions, and a phrase spelled by the first letters of 12 words that have switched positions |
| 31% | EBAY | 4 | Website that also owns PayPal and StubHub |
| 31% | ETSY | 4 | Website that sells handmade and vintage items |
| 30% | LIFE | 4 | Circle of ___, allusion meaning "the cycle of birth, death, and rebirth" that can be seen in "The Lion King" |
| 30% | BITE | 4 | "___ the dust," phrase meaning "to suffer a defeat" that was used in Samuel Butler's translation of "The Iliad" |
| 30% | ETSY | 4 | Website that's a competitor of Amazon Handmade |
| 30% | ETSY | 4 | Website that's a competitor of Amazon Homemade |
| 30% | MAPQUEST | 8 | Website that contributed to the decline of road atlases |
| 30% | REPEAT | 6 | Meaning of two dots and a bar, in music |
| 30% | OUTOF | 5 | Phrase that may precede each part of 18- and 58-Across and 3- and 25-Down |
| 29% | DEFINE | 6 | Provide the meaning of, as in a dictionary |
| 29% | WIKI | 4 | Websites that allow collaborative editing and are often used as encyclopedias |
| 29% | TIMTOGO | 7 | Meaning of clearing one's throat and tapping one's wrist |
| 28% | MOIL | 4 | Toil and __, phrase meaning to work hard |
| 28% | WOKE | 4 | Slang term meaning "conscious of social injustice" |
| 28% | WOKE | 4 | Slang word meaning "aware of racial prejudice" |
| 28% | YEET | 4 | Slang that's the opposite of yoink |
| 28% | SOTHAT | 6 | Phrase that means the opposite of “lest” |
| 28% | ABAG | 4 | All that and ___ of chips |
| 28% | YAHOO | 5 | ___ Games, '90s website that hosted Flash games and Java applets |